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EASTPORT, MAINE

Hiking the Bold Coast and Inland Trails of DownEast Maine

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Walking/Hiking

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Road Scholar
Program #15225RJ
6 Days | 5 Nights
ACTIVITY LEVEL: Moderately Challenging
Love to learn in a small-group setting? This collection of programs has at most 10-24 participants.
See our Small Group programs.
EasyFor people looking to exercise their minds more than their bodies. There’s minimal walking and not too many stairs.
ModerateThese programs get you on your feet and include activities such as walking up to a mile in a day through a city and standing in a museum for a few hours.
ActiveFor people who enjoy walking as much as two miles a day, perhaps to explore historic neighborhoods or a nature trail.
Moderately ChallengingFor hardy explorers who enjoy a good physical challenge, spending most of their days on the go.
ChallengingGet ready to keep up with our highest-energy group. These demanding — and rewarding — programs are for seasoned outdoor enthusiasts.
Equipment Requirements
Hikers will need sturdy walking boots or shoes, with warm hiking socks.

Itinerary for Sep 29 — Oct 4, 2013

Expand all
Type: Bed and Breakfast

Description: 1. Kilby House Circa 1887: tel. 207-853-0989 122 Water Street Overlooking scenic Passamaquoddy Bay, this restored Queen Anne Victorian inn offers ambiance furnished with antiques and family heirlooms, a fireplace in the drawing room, and grand piano in the music room. It is an easy walk to the shops and restaurants of the historic downtown waterfront. 2. Milliken House Circa 1846: Tel. 207-853-2955, 29 Washington Street The Milliken House Bed and Breakfast, located just 2 blocks from Eastport’s historic waterfront, offers a complimentary glass of port or sherry in the large double living room, containing two marble fireplaces where there is cable television, board games, and a fire on coldish days. There are five guest rooms on the second and third floors, uniquely furnished with lovely Victorian Renaissance and Eastlake furniture and decorated with the mementos left behind by the Milliken family. 3. Todd House Circa 1775: tel. 207-853-2328, 1 Capen Avenue Built on Todd's Head during the Revolutionary War, the Todd House is a classic New England full Cape Cod-style with a massive center chimney and a unique "good morning" staircase and is also listed on the National Register of Historic Places. The spacious yard affords an ever-changing view of the bay and its islands. 4. Weston House Circa 1810: tel. 207-853-2907, 26 Boynton Street Located on a hill overlooking Passamaquoddy Bay, you will find large lodging accommodations that are furnished with collections of antiques and oriental rugs. This house has offered hospitality to numerous travelers through the years. In fact, John James Audubon stayed here while awaiting passage to Labrador in 1833.

Contact info:
Historic downtown Eastport, ME and waterfront
Eastport, ME 04631 USA
phone: 207-853-4877 xProgCoordinator
Room amenities: Elegant furnishings with reading lamps.

Facility amenities: All B&B's are within walking distance of one another within the historic district of Eastport. To find out which house will be yours for this program, please contact the program coordinator at 207-853-4877.

Smoking policy: No
Smoking policies vary by facility. During all group events and activities, smoking is prohibited.

Additional nights before: Call for details
To book additional nights before or after, please call the program coordinator, Jeanne Guisinger at 207-853-4877.

Check in time: 3:00 PM


Day One: Sunday, September 29 - Arrival and registration. Welcome/Orientation
Note: Meet your Maine Registered Guides

Afternoon: Check into your assigned Inn in Eastport from 2:00 to 6:00 p.m. Your registration packet will be delivered to you by the Program Coordinator.

Dinner: Vans will transport you to a waterfront Eastport restaurant for dinner.

Evening: After dinner, you will meet with your Maine guides for orientation and learn what you may expect for planned activities.

Lodging: Historic Bed and Breakfasts of Eastport, Maine

Meals Included: Dinner
Type: Bed and Breakfast

Description: 1. Kilby House Circa 1887: tel. 207-853-0989 122 Water Street Overlooking scenic Passamaquoddy Bay, this restored Queen Anne Victorian inn offers ambiance furnished with antiques and family heirlooms, a fireplace in the drawing room, and grand piano in the music room. It is an easy walk to the shops and restaurants of the historic downtown waterfront. 2. Milliken House Circa 1846: Tel. 207-853-2955, 29 Washington Street The Milliken House Bed and Breakfast, located just 2 blocks from Eastport’s historic waterfront, offers a complimentary glass of port or sherry in the large double living room, containing two marble fireplaces where there is cable television, board games, and a fire on coldish days. There are five guest rooms on the second and third floors, uniquely furnished with lovely Victorian Renaissance and Eastlake furniture and decorated with the mementos left behind by the Milliken family. 3. Todd House Circa 1775: tel. 207-853-2328, 1 Capen Avenue Built on Todd's Head during the Revolutionary War, the Todd House is a classic New England full Cape Cod-style with a massive center chimney and a unique "good morning" staircase and is also listed on the National Register of Historic Places. The spacious yard affords an ever-changing view of the bay and its islands. 4. Weston House Circa 1810: tel. 207-853-2907, 26 Boynton Street Located on a hill overlooking Passamaquoddy Bay, you will find large lodging accommodations that are furnished with collections of antiques and oriental rugs. This house has offered hospitality to numerous travelers through the years. In fact, John James Audubon stayed here while awaiting passage to Labrador in 1833.

Contact info:
Historic downtown Eastport, ME and waterfront
Eastport, ME 04631 USA
phone: 207-853-4877 xProgCoordinator
Room amenities: Elegant furnishings with reading lamps.

Facility amenities: All B&B's are within walking distance of one another within the historic district of Eastport. To find out which house will be yours for this program, please contact the program coordinator at 207-853-4877.

Smoking policy: No
Smoking policies vary by facility. During all group events and activities, smoking is prohibited.

Additional nights before: Call for details
To book additional nights before or after, please call the program coordinator, Jeanne Guisinger at 207-853-4877.

Check in time: 3:00 PM


Day Two: Monday, September 30 - Campobello Island and FDR International Park
Note: Experience the rugged coastline of the Canadian Maritimes and Coastal Maine.

Breakfast: Enjoy a hearty home-cooked New England breakfast at your inn.

Morning: Depart Eastport via vans to Campobello Island, where you will hike the many varied trails around the scenic island. You will enjoy stunning coastal vistas of the rugged coastline overlooking Grand Manan, and hike through ancient bogs. Expect to explore local flora and fauna, have the opportunity for sightings of lots of waterfowl species.

Lunch: A healthy picnic lunch will be enjoyed at an approprieate location during the hike.

Afternoon: While on Campobello Island, we will visit Roosevelt Cottage International Park, the summer home of the late President Franklin D. Roosevelt. We'll take time to tour the cottage, walk the gardens, view the historical exhibits; and time permitting, we'll hike Friar's head for overlooking views of Passamaquoddy Bay.

Dinner: We'll partake of a Grange dinner at the Perry Grange, meeting and talking with the Ladies of the Grange.

Evening: Free Evening, Enjoy a walk about town.

Lodging: Historic Bed and Breakfasts of Eastport, Maine

Meals Included: Breakfast, Lunch, Dinner
Type: Bed and Breakfast

Description: 1. Kilby House Circa 1887: tel. 207-853-0989 122 Water Street Overlooking scenic Passamaquoddy Bay, this restored Queen Anne Victorian inn offers ambiance furnished with antiques and family heirlooms, a fireplace in the drawing room, and grand piano in the music room. It is an easy walk to the shops and restaurants of the historic downtown waterfront. 2. Milliken House Circa 1846: Tel. 207-853-2955, 29 Washington Street The Milliken House Bed and Breakfast, located just 2 blocks from Eastport’s historic waterfront, offers a complimentary glass of port or sherry in the large double living room, containing two marble fireplaces where there is cable television, board games, and a fire on coldish days. There are five guest rooms on the second and third floors, uniquely furnished with lovely Victorian Renaissance and Eastlake furniture and decorated with the mementos left behind by the Milliken family. 3. Todd House Circa 1775: tel. 207-853-2328, 1 Capen Avenue Built on Todd's Head during the Revolutionary War, the Todd House is a classic New England full Cape Cod-style with a massive center chimney and a unique "good morning" staircase and is also listed on the National Register of Historic Places. The spacious yard affords an ever-changing view of the bay and its islands. 4. Weston House Circa 1810: tel. 207-853-2907, 26 Boynton Street Located on a hill overlooking Passamaquoddy Bay, you will find large lodging accommodations that are furnished with collections of antiques and oriental rugs. This house has offered hospitality to numerous travelers through the years. In fact, John James Audubon stayed here while awaiting passage to Labrador in 1833.

Contact info:
Historic downtown Eastport, ME and waterfront
Eastport, ME 04631 USA
phone: 207-853-4877 xProgCoordinator
Room amenities: Elegant furnishings with reading lamps.

Facility amenities: All B&B's are within walking distance of one another within the historic district of Eastport. To find out which house will be yours for this program, please contact the program coordinator at 207-853-4877.

Smoking policy: No
Smoking policies vary by facility. During all group events and activities, smoking is prohibited.

Additional nights before: Call for details
To book additional nights before or after, please call the program coordinator, Jeanne Guisinger at 207-853-4877.

Check in time: 3:00 PM


Day Three: Tuesday, October 01 - Scenic splendor at Boot Head and Hamilton Cove
Note: Explore the best of Maine's Bold Coast

Breakfast: Enjoy a hearty home-cooked New England breakfast at your inn

Morning: Depart from Eastport via vans for the Cutler vicinity where you will hike Boot Head with a mix of wooded and shoreline trails. There will be commanding views of the ocean and Canadian islands. We'll play with some letterboxing sites. Expect to see shore birds, eagles, osprey, and maybe some seals.

Lunch: Enjoy a healthy and hearty picnic lunch.

Afternoon: Continue down the coast and hike Hamilton Cove. You'll see much of the same as Boot Head with different views and additional chances for wildlilfe sightings You will learn and apply "leave-no-trace" practices.

Dinner: Enjoy an intimate atmosphere and delicious food at a home-cooked New England chowder and soup supper, with conversing with several down east women. Share the discoveries of the day with your fellow hikers.

Evening: See the lobster fishing industry through the eyes of the wife of a lobsterman who will speak about her family's involvement in the trade over several generations.

Lodging: Historic Bed and Breakfasts of Eastport, Maine

Meals Included: Breakfast, Lunch, Dinner
Type: Bed and Breakfast

Description: 1. Kilby House Circa 1887: tel. 207-853-0989 122 Water Street Overlooking scenic Passamaquoddy Bay, this restored Queen Anne Victorian inn offers ambiance furnished with antiques and family heirlooms, a fireplace in the drawing room, and grand piano in the music room. It is an easy walk to the shops and restaurants of the historic downtown waterfront. 2. Milliken House Circa 1846: Tel. 207-853-2955, 29 Washington Street The Milliken House Bed and Breakfast, located just 2 blocks from Eastport’s historic waterfront, offers a complimentary glass of port or sherry in the large double living room, containing two marble fireplaces where there is cable television, board games, and a fire on coldish days. There are five guest rooms on the second and third floors, uniquely furnished with lovely Victorian Renaissance and Eastlake furniture and decorated with the mementos left behind by the Milliken family. 3. Todd House Circa 1775: tel. 207-853-2328, 1 Capen Avenue Built on Todd's Head during the Revolutionary War, the Todd House is a classic New England full Cape Cod-style with a massive center chimney and a unique "good morning" staircase and is also listed on the National Register of Historic Places. The spacious yard affords an ever-changing view of the bay and its islands. 4. Weston House Circa 1810: tel. 207-853-2907, 26 Boynton Street Located on a hill overlooking Passamaquoddy Bay, you will find large lodging accommodations that are furnished with collections of antiques and oriental rugs. This house has offered hospitality to numerous travelers through the years. In fact, John James Audubon stayed here while awaiting passage to Labrador in 1833.

Contact info:
Historic downtown Eastport, ME and waterfront
Eastport, ME 04631 USA
phone: 207-853-4877 xProgCoordinator
Room amenities: Elegant furnishings with reading lamps.

Facility amenities: All B&B's are within walking distance of one another within the historic district of Eastport. To find out which house will be yours for this program, please contact the program coordinator at 207-853-4877.

Smoking policy: No
Smoking policies vary by facility. During all group events and activities, smoking is prohibited.

Additional nights before: Call for details
To book additional nights before or after, please call the program coordinator, Jeanne Guisinger at 207-853-4877.

Check in time: 3:00 PM


Day Four: Wednesday, October 02 - Experience the wonders of the Reversing Falls and...
Experience the wonders of the Reversing Falls and the spectacular scenic wonder of West Quoddy Light--the lighthouse, the museum and the trails.

Note: The easternmost lighthouse in the continental US and trails that are nothing less than breathtaking.

Breakfast: Enjoy a hearty home-cooked New England breakfast at your inn.

Morning: Deaprt from Eastport via vans to the Reversing Falls Park in Pembroke. This 90-acre undeveloped peninsula has several trails, lots of birds and showcases the "Reversing Falls", a salt water cataract that forms alternately in two directions as the tide flows in and out. Fall foliage is genrerally at peak in early October, so prepare yourself for a splendid color backdrop.

Lunch: Enjoy a picnic lunch in the rugged outdoors with the spectacular falll foliage as a backdrop.

Afternoon: After lunch we'll head for West Quoddy Head Park, the easternmost point of land in the continental U.S (near Lubec, Maine). You will tour a museum at the Lighthouse and then hike the trail along the rugged coastline overlooking the Canadian islands of Grand Manan and Campobello Island. Expect spectacular views

Dinner: Private supper at a secret Eastport location and enjoy the food from one of the best ethnic restaurants in Maine.

Evening: Live entertainment.

Lodging: Historic Bed and Breakfasts of Eastport, Maine

Meals Included: Breakfast, Lunch, Dinner
Type: Bed and Breakfast

Description: 1. Kilby House Circa 1887: tel. 207-853-0989 122 Water Street Overlooking scenic Passamaquoddy Bay, this restored Queen Anne Victorian inn offers ambiance furnished with antiques and family heirlooms, a fireplace in the drawing room, and grand piano in the music room. It is an easy walk to the shops and restaurants of the historic downtown waterfront. 2. Milliken House Circa 1846: Tel. 207-853-2955, 29 Washington Street The Milliken House Bed and Breakfast, located just 2 blocks from Eastport’s historic waterfront, offers a complimentary glass of port or sherry in the large double living room, containing two marble fireplaces where there is cable television, board games, and a fire on coldish days. There are five guest rooms on the second and third floors, uniquely furnished with lovely Victorian Renaissance and Eastlake furniture and decorated with the mementos left behind by the Milliken family. 3. Todd House Circa 1775: tel. 207-853-2328, 1 Capen Avenue Built on Todd's Head during the Revolutionary War, the Todd House is a classic New England full Cape Cod-style with a massive center chimney and a unique "good morning" staircase and is also listed on the National Register of Historic Places. The spacious yard affords an ever-changing view of the bay and its islands. 4. Weston House Circa 1810: tel. 207-853-2907, 26 Boynton Street Located on a hill overlooking Passamaquoddy Bay, you will find large lodging accommodations that are furnished with collections of antiques and oriental rugs. This house has offered hospitality to numerous travelers through the years. In fact, John James Audubon stayed here while awaiting passage to Labrador in 1833.

Contact info:
Historic downtown Eastport, ME and waterfront
Eastport, ME 04631 USA
phone: 207-853-4877 xProgCoordinator
Room amenities: Elegant furnishings with reading lamps.

Facility amenities: All B&B's are within walking distance of one another within the historic district of Eastport. To find out which house will be yours for this program, please contact the program coordinator at 207-853-4877.

Smoking policy: No
Smoking policies vary by facility. During all group events and activities, smoking is prohibited.

Additional nights before: Call for details
To book additional nights before or after, please call the program coordinator, Jeanne Guisinger at 207-853-4877.

Check in time: 3:00 PM


Day Five: Thursday, October 03 - Shackford Head State Park and St. Croix Internati...
Note: Stunning views from this tiny State Park and a visit to historic settelment site of St. Croix International Park

Breakfast: Enjoy a hearty home-cooked New England breakfast at your inn.

Morning: Staying on Eastport's Moose Island, we'll explore Shackford Head State Park. The Park is one of the smallest in the Maine park system and consists of about 90 acres. The hiking trail system loops around several secluded rocky, gravel coves and beaches and offers a stunning view of Cobscook Bay and the North Lubec penniusla. While in the Park, you will visit fossil beds. traverse several land bridges, and get a sense of the tremendous tidal action in the bay.

Lunch: Enjoy lunch on your own in one of Eastport's charming foodie favorites.

Afternoon: Depart the Easport Breakwater for a schooner trip aboard the Ada C. Lore, a 92' beauty. The captain and crew will head out Head Harbor Passage for a visit with the abundant pelagic birds and marine mammals. You will surely see seals and porpoise and don't be surprised if we encounter a whale or two.

Dinner: Enjoy a DownEast Lobster Feast.

Evening: Graduation festivities.

Lodging: Historic Bed and Breakfasts of Eastport, Maine

Meals Included: Breakfast, Dinner
Day Six: Friday, October 04 - Leisurely breakfast, fond farewells
Note: Explore historic Eastport

Breakfast: Enjoy a hearty home-made breakfast at your Inn.

Morning: Explore the historic seaside village of Eastport on your own, catching all of those nooks and crannies to which you were introduced, but never had the time to investigate.

Afternoon: Have a safe journey home.

Meals Included: Breakfast

Important information about your itinerary:
Please know that while we do everything we can to finalize all aspects of our programs well in advance, there are logistics that occasionally must be altered. Our website will reflect the most recent information, and we are committed to providing you with final program details no later than eight weeks prior to the start of programs outside the U.S. and three weeks prior to the start of programs within the U.S. If you ever have questions about your program, please don't hesitate to contact us and we will be happy to assist you.
Currently selected:Prices Starting At:
Sep 29 — Oct 4, 2013 waitlist only  

Our Value Promise To You

You won't find a better value.

Included
at no additional cost on this date ...
5 nights of accommodations
13 meals: 5 breakfasts, 3 lunches, 5 dinners
4 Expert-led lectures
11 Field trips
8 Hands-on experiences

Ratings

4.9
Ratings are determined by participant evaluations.

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